diff --git a/frontend/appflowy_tauri/src/appflowy_app/application/document/document.types.ts b/frontend/appflowy_tauri/src/appflowy_app/application/document/document.types.ts
index bdc4b23600..e6eb1d6923 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/application/document/document.types.ts
+++ b/frontend/appflowy_tauri/src/appflowy_app/application/document/document.types.ts
@@ -74,6 +74,9 @@ export interface QuoteNode extends Element {
 export interface NumberedListNode extends Element {
   type: EditorNodeType.NumberedListBlock;
   blockId: string;
+  data: {
+    number?: number;
+  } & BlockData;
 }
 
 export interface BulletedListNode extends Element {
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/command/index.ts b/frontend/appflowy_tauri/src/appflowy_app/components/editor/command/index.ts
index c6c17a1008..3fa48ffa5a 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/command/index.ts
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/command/index.ts
@@ -76,13 +76,20 @@ export const CustomEditor = {
     return CustomEditor.isInlineNode(editor, afterPoint);
   },
 
-  isMultipleBlockSelected: (editor: ReactEditor, filterEmpty = false) => {
+  /**
+   * judge if the selection is multiple block
+   * @param editor
+   * @param filterEmptyEndSelection if the filterEmptyEndSelection is true, the function will filter the empty end selection
+   */
+  isMultipleBlockSelected: (editor: ReactEditor, filterEmptyEndSelection?: boolean): boolean => {
     const { selection } = editor;
 
     if (!selection) return false;
 
-    const start = selection.anchor;
-    const end = selection.focus;
+    if (Range.isCollapsed(selection)) return false;
+    const start = Range.start(selection);
+    const end = Range.end(selection);
+    const isBackward = Range.isBackward(selection);
     const startBlock = CustomEditor.getBlock(editor, start);
     const endBlock = CustomEditor.getBlock(editor, end);
 
@@ -90,30 +97,44 @@ export const CustomEditor = {
 
     const [, startPath] = startBlock;
     const [, endPath] = endBlock;
-    const pathIsEqual = Path.equals(startPath, endPath);
 
-    if (pathIsEqual) {
+    const isSomePath = Path.equals(startPath, endPath);
+
+    // if the start and end path is the same, return false
+    if (isSomePath) {
       return false;
     }
 
-    if (!filterEmpty) {
+    if (!filterEmptyEndSelection) {
       return true;
     }
 
-    const notEmptyBlocks = Array.from(
-      editor.nodes({
-        match: (n) => {
-          return (
-            !Editor.isEditor(n) &&
-            Element.isElement(n) &&
-            n.blockId !== undefined &&
-            !CustomEditor.isEmptyText(editor, n)
-          );
-        },
-      })
-    );
+    // The end point is at the start of the end block
+    const focusEndStart = Point.equals(end, editor.start(endPath));
 
-    return notEmptyBlocks.length > 1;
+    if (!focusEndStart) {
+      return true;
+    }
+
+    // find the previous block
+    const previous = editor.previous({
+      at: endPath,
+      match: (n) => Element.isElement(n) && n.blockId !== undefined,
+    });
+
+    if (!previous) {
+      return true;
+    }
+
+    // backward selection
+    const newEnd = editor.end(editor.range(previous[1]));
+
+    editor.select({
+      anchor: isBackward ? newEnd : start,
+      focus: isBackward ? start : newEnd,
+    });
+
+    return false;
   },
 
   /**
@@ -625,4 +646,28 @@ export const CustomEditor = {
   isEmbedNode(node: Element): boolean {
     return EmbedTypes.includes(node.type);
   },
+
+  getListLevel(editor: ReactEditor, type: EditorNodeType, path: Path) {
+    let level = 0;
+    let currentPath = path;
+
+    while (currentPath.length > 0) {
+      const parent = editor.parent(currentPath);
+
+      if (!parent) {
+        break;
+      }
+
+      const [parentNode, parentPath] = parent as NodeEntry<Element>;
+
+      if (parentNode.type !== type) {
+        break;
+      }
+
+      level += 1;
+      currentPath = parentPath;
+    }
+
+    return level;
+  },
 };
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/bulleted_list/BulletedListIcon.tsx b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/bulleted_list/BulletedListIcon.tsx
index 0e712b3269..ea0de80f55 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/bulleted_list/BulletedListIcon.tsx
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/bulleted_list/BulletedListIcon.tsx
@@ -1,14 +1,49 @@
-import React from 'react';
+import React, { useMemo } from 'react';
 import { BulletedListNode } from '$app/application/document/document.types';
+import { ReactEditor, useSlateStatic } from 'slate-react';
+import { CustomEditor } from '$app/components/editor/command';
+
+enum Letter {
+  Disc,
+  Circle,
+  Square,
+}
+
+function BulletedListIcon({ block, className }: { block: BulletedListNode; className: string }) {
+  const staticEditor = useSlateStatic();
+  const path = ReactEditor.findPath(staticEditor, block);
+
+  const letter = useMemo(() => {
+    const level = CustomEditor.getListLevel(staticEditor, block.type, path);
+
+    if (level % 3 === 0) {
+      return Letter.Disc;
+    } else if (level % 3 === 1) {
+      return Letter.Circle;
+    } else {
+      return Letter.Square;
+    }
+  }, [block.type, staticEditor, path]);
+
+  const dataLetter = useMemo(() => {
+    switch (letter) {
+      case Letter.Disc:
+        return '•';
+      case Letter.Circle:
+        return '◦';
+      case Letter.Square:
+        return '▪';
+    }
+  }, [letter]);
 
-function BulletedListIcon({ block: _, className }: { block: BulletedListNode; className: string }) {
   return (
     <span
       onMouseDown={(e) => {
         e.preventDefault();
       }}
+      data-letter={dataLetter}
       contentEditable={false}
-      className={`${className} bulleted-icon flex min-w-[23px] justify-center pr-1 font-medium`}
+      className={`${className} bulleted-icon flex min-w-[24px] justify-center pr-1 font-medium`}
     />
   );
 }
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/numbered_list/NumberListIcon.tsx b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/numbered_list/NumberListIcon.tsx
index c0ee4f3ead..888b46c980 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/numbered_list/NumberListIcon.tsx
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/numbered_list/NumberListIcon.tsx
@@ -1,15 +1,35 @@
 import React, { useMemo } from 'react';
-import { ReactEditor, useSlate } from 'slate-react';
+import { ReactEditor, useSlate, useSlateStatic } from 'slate-react';
 import { Element, Path } from 'slate';
 import { NumberedListNode } from '$app/application/document/document.types';
+import { letterize, romanize } from '$app/utils/list';
+import { CustomEditor } from '$app/components/editor/command';
+
+enum Letter {
+  Number = 'number',
+  Letter = 'letter',
+  Roman = 'roman',
+}
+
+function getLetterNumber(index: number, letter: Letter) {
+  if (letter === Letter.Number) {
+    return index;
+  } else if (letter === Letter.Letter) {
+    return letterize(index);
+  } else {
+    return romanize(index);
+  }
+}
 
 function NumberListIcon({ block, className }: { block: NumberedListNode; className: string }) {
   const editor = useSlate();
+  const staticEditor = useSlateStatic();
 
   const path = ReactEditor.findPath(editor, block);
   const index = useMemo(() => {
     let index = 1;
 
+    let topNode;
     let prevPath = Path.previous(path);
 
     while (prevPath) {
@@ -19,6 +39,7 @@ function NumberListIcon({ block, className }: { block: NumberedListNode; classNa
 
       if (prevNode.type === block.type) {
         index += 1;
+        topNode = prevNode;
       } else {
         break;
       }
@@ -26,17 +47,39 @@ function NumberListIcon({ block, className }: { block: NumberedListNode; classNa
       prevPath = Path.previous(prevPath);
     }
 
-    return index;
+    if (!topNode) {
+      return Number(block.data?.number ?? 1);
+    }
+
+    const startIndex = (topNode as NumberedListNode).data?.number ?? 1;
+
+    return index + Number(startIndex) - 1;
   }, [editor, block, path]);
 
+  const letter = useMemo(() => {
+    const level = CustomEditor.getListLevel(staticEditor, block.type, path);
+
+    if (level % 3 === 0) {
+      return Letter.Number;
+    } else if (level % 3 === 1) {
+      return Letter.Letter;
+    } else {
+      return Letter.Roman;
+    }
+  }, [block.type, staticEditor, path]);
+
+  const dataNumber = useMemo(() => {
+    return getLetterNumber(index, letter);
+  }, [index, letter]);
+
   return (
     <span
       onMouseDown={(e) => {
         e.preventDefault();
       }}
       contentEditable={false}
-      data-number={index}
-      className={`${className} numbered-icon flex w-[23px] min-w-[23px] justify-center pr-1 font-medium`}
+      data-number={dataNumber}
+      className={`${className} numbered-icon flex w-[24px] min-w-[24px] justify-center pr-1 font-medium`}
     />
   );
 }
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/text/Text.tsx b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/text/Text.tsx
index 00ad26b6d9..55edd5bbd2 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/text/Text.tsx
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/blocks/text/Text.tsx
@@ -14,14 +14,14 @@ export const Text = memo(
       <span
         ref={ref}
         {...attributes}
-        className={`text-element relative my-1 flex w-full whitespace-pre-wrap px-1 ${isEmpty ? 'select-none' : ''} ${
-          className ?? ''
-        } ${hasStartIcon ? 'has-start-icon' : ''}`}
+        className={`text-element relative my-1 flex w-full whitespace-pre-wrap break-words px-1 ${className ?? ''} ${
+          hasStartIcon ? 'has-start-icon' : ''
+        }`}
       >
         {renderIcon()}
         <Placeholder isEmpty={isEmpty} node={node} />
 
-        <span className={`text-content ${isEmpty ? 'empty-content' : ''}`}>{children}</span>
+        <span className={`text-content ${isEmpty ? 'empty-text' : ''}`}>{children}</span>
       </span>
     );
   })
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.hooks.tsx b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.hooks.tsx
index e70c22d36f..5d83870719 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.hooks.tsx
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.hooks.tsx
@@ -1,51 +1,26 @@
-import React, { useCallback, useEffect, useMemo, useRef, useState } from 'react';
+import React, { useCallback, useMemo } from 'react';
 import { useTranslation } from 'react-i18next';
 import { useSlate } from 'slate-react';
 import { MentionPage, MentionType } from '$app/application/document/document.types';
 import { CustomEditor } from '$app/components/editor/command';
-import { useAppSelector } from '$app/stores/store';
 import { KeyboardNavigationOption } from '$app/components/_shared/keyboard_navigation/KeyboardNavigation';
 import { ReactComponent as DocumentSvg } from '$app/assets/document.svg';
+// import dayjs from 'dayjs';
 
+// enum DateKey {
+//   Today = 'today',
+//   Tomorrow = 'tomorrow',
+// }
 export function useMentionPanel({
   closePanel,
-  searchText,
+  pages,
 }: {
-  searchText: string;
+  pages: MentionPage[];
   closePanel: (deleteText?: boolean) => void;
 }) {
   const { t } = useTranslation();
   const editor = useSlate();
 
-  const pagesMap = useAppSelector((state) => state.pages.pageMap);
-
-  const pagesRef = useRef<MentionPage[]>([]);
-  const [recentPages, setPages] = useState<MentionPage[]>([]);
-
-  const loadPages = useCallback(async () => {
-    const pages = Object.values(pagesMap);
-
-    pagesRef.current = pages;
-    setPages(pages);
-  }, [pagesMap]);
-
-  useEffect(() => {
-    void loadPages();
-  }, [loadPages]);
-
-  useEffect(() => {
-    if (!searchText) {
-      setPages(pagesRef.current);
-      return;
-    }
-
-    const filteredPages = pagesRef.current.filter((page) => {
-      return page.name.toLowerCase().includes(searchText.toLowerCase());
-    });
-
-    setPages(filteredPages);
-  }, [searchText]);
-
   const onConfirm = useCallback(
     (key: string) => {
       const [, id] = key.split(',');
@@ -75,15 +50,62 @@ export function useMentionPanel({
     [t]
   );
 
+  // const renderDate = useCallback(() => {
+  //   return [
+  //     {
+  //       key: DateKey.Today,
+  //       content: (
+  //         <div className={'px-3 pb-1 pt-2 text-xs '}>
+  //           <span className={'text-text-title'}>{t('relativeDates.today')}</span> -{' '}
+  //           <span className={'text-xs text-text-caption'}>{dayjs().format('MMM D, YYYY')}</span>
+  //         </div>
+  //       ),
+  //
+  //       children: [],
+  //     },
+  //     {
+  //       key: DateKey.Tomorrow,
+  //       content: (
+  //         <div className={'px-3 pb-1 pt-2 text-xs '}>
+  //           <span className={'text-text-title'}>{t('relativeDates.tomorrow')}</span>
+  //         </div>
+  //       ),
+  //       children: [],
+  //     },
+  //   ];
+  // }, [t]);
+
   const options: KeyboardNavigationOption<MentionType | string>[] = useMemo(() => {
     return [
+      // {
+      //   key: MentionType.Date,
+      //   content: <div className={'px-3 pb-1 pt-2 text-sm'}>{t('editor.date')}</div>,
+      //   children: renderDate(),
+      // },
+      {
+        key: 'divider',
+        content: <div className={'border-t border-line-divider'} />,
+        children: [],
+      },
+
       {
         key: MentionType.PageRef,
         content: <div className={'px-3 pb-1 pt-2 text-sm'}>{t('document.mention.page.label')}</div>,
-        children: recentPages.map(renderPage),
+        children:
+          pages.length > 0
+            ? pages.map(renderPage)
+            : [
+                {
+                  key: 'noPage',
+                  content: (
+                    <div className={'px-3 pb-3 pt-2 text-xs text-text-caption'}>{t('findAndReplace.noResult')}</div>
+                  ),
+                  children: [],
+                },
+              ],
       },
-    ].filter((option) => option.children.length > 0);
-  }, [recentPages, renderPage, t]);
+    ];
+  }, [pages, renderPage, t]);
 
   return {
     options,
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.tsx b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.tsx
index eba84e4ac4..6ca0225579 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.tsx
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.tsx
@@ -1,4 +1,4 @@
-import React, { useRef } from 'react';
+import React, { useCallback, useEffect, useRef, useState } from 'react';
 import {
   initialAnchorOrigin,
   initialTransformOrigin,
@@ -9,10 +9,39 @@ import Popover from '@mui/material/Popover';
 
 import MentionPanelContent from '$app/components/editor/components/tools/command_panel/mention_panel/MentionPanelContent';
 import usePopoverAutoPosition from '$app/components/_shared/popover/Popover.hooks';
+import { useAppSelector } from '$app/stores/store';
+import { MentionPage } from '$app/application/document/document.types';
 
 export function MentionPanel({ anchorPosition, closePanel, searchText }: PanelProps) {
   const ref = useRef<HTMLDivElement>(null);
+  const pagesMap = useAppSelector((state) => state.pages.pageMap);
 
+  const pagesRef = useRef<MentionPage[]>([]);
+  const [recentPages, setPages] = useState<MentionPage[]>([]);
+
+  const loadPages = useCallback(async () => {
+    const pages = Object.values(pagesMap);
+
+    pagesRef.current = pages;
+    setPages(pages);
+  }, [pagesMap]);
+
+  useEffect(() => {
+    void loadPages();
+  }, [loadPages]);
+
+  useEffect(() => {
+    if (!searchText) {
+      setPages(pagesRef.current);
+      return;
+    }
+
+    const filteredPages = pagesRef.current.filter((page) => {
+      return page.name.toLowerCase().includes(searchText.toLowerCase());
+    });
+
+    setPages(filteredPages);
+  }, [searchText]);
   const open = Boolean(anchorPosition);
 
   const {
@@ -42,12 +71,7 @@ export function MentionPanel({ anchorPosition, closePanel, searchText }: PanelPr
           transformOrigin={transformOrigin}
           onClose={() => closePanel(false)}
         >
-          <MentionPanelContent
-            width={paperWidth}
-            maxHeight={paperHeight}
-            closePanel={closePanel}
-            searchText={searchText}
-          />
+          <MentionPanelContent width={paperWidth} maxHeight={paperHeight} closePanel={closePanel} pages={recentPages} />
         </Popover>
       )}
     </div>
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanelContent.tsx b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanelContent.tsx
index 9664479fbd..36b00ca2b6 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanelContent.tsx
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/mention_panel/MentionPanelContent.tsx
@@ -2,15 +2,16 @@ import React, { useRef } from 'react';
 import { useMentionPanel } from '$app/components/editor/components/tools/command_panel/mention_panel/MentionPanel.hooks';
 
 import KeyboardNavigation from '$app/components/_shared/keyboard_navigation/KeyboardNavigation';
+import { MentionPage } from '$app/application/document/document.types';
 
 function MentionPanelContent({
   closePanel,
-  searchText,
+  pages,
   maxHeight,
   width,
 }: {
   closePanel: (deleteText?: boolean) => void;
-  searchText: string;
+  pages: MentionPage[];
   maxHeight: number;
   width: number;
 }) {
@@ -18,7 +19,7 @@ function MentionPanelContent({
 
   const { options, onConfirm } = useMentionPanel({
     closePanel,
-    searchText,
+    pages,
   });
 
   return (
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/slash_command_panel/SlashCommandPanel.hooks.tsx b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/slash_command_panel/SlashCommandPanel.hooks.tsx
index ddab776abc..19ca3aebf1 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/slash_command_panel/SlashCommandPanel.hooks.tsx
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/command_panel/slash_command_panel/SlashCommandPanel.hooks.tsx
@@ -157,7 +157,7 @@ export function useSlashCommandPanel({
 
       if (!newNode || !path) return;
 
-      const isEmpty = CustomEditor.isEmptyText(editor, newNode) && node.type === EditorNodeType.Paragraph;
+      const isEmpty = CustomEditor.isEmptyText(editor, newNode);
 
       if (!isEmpty) {
         const nextPath = Path.next(path);
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/selection_toolbar/SelectionToolbar.hooks.ts b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/selection_toolbar/SelectionToolbar.hooks.ts
index 773372a8bc..58834db6d5 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/selection_toolbar/SelectionToolbar.hooks.ts
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/components/tools/selection_toolbar/SelectionToolbar.hooks.ts
@@ -169,6 +169,7 @@ export function useSelectionToolbar(ref: MutableRefObject<HTMLDivElement | null>
     };
   }, [visible, editor, ref]);
 
+  // Close toolbar when press ESC
   useEffect(() => {
     const slateEditorDom = ReactEditor.toDOMNode(editor, editor);
     const onKeyDown = (e: KeyboardEvent) => {
@@ -195,6 +196,39 @@ export function useSelectionToolbar(ref: MutableRefObject<HTMLDivElement | null>
     };
   }, [closeToolbar, debounceRecalculatePosition, editor, visible]);
 
+  // Recalculate position when the scroll container is scrolled
+  useEffect(() => {
+    const slateEditorDom = ReactEditor.toDOMNode(editor, editor);
+    const scrollContainer = slateEditorDom.closest('.appflowy-scroll-container');
+
+    if (!visible) return;
+    if (!scrollContainer) return;
+    const handleScroll = () => {
+      if (isDraggingRef.current) return;
+
+      const domSelection = window.getSelection();
+      const rangeCount = domSelection?.rangeCount;
+
+      if (!rangeCount) return null;
+
+      const domRange = rangeCount > 0 ? domSelection.getRangeAt(0) : undefined;
+
+      const rangeRect = domRange?.getBoundingClientRect();
+
+      // Stop calculating when the range is out of the window
+      if (!rangeRect?.bottom || rangeRect.bottom < 0) {
+        return;
+      }
+
+      recalculatePosition();
+    };
+
+    scrollContainer.addEventListener('scroll', handleScroll);
+    return () => {
+      scrollContainer.removeEventListener('scroll', handleScroll);
+    };
+  }, [visible, editor, recalculatePosition]);
+
   return {
     visible,
     restoreSelection,
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/editor.scss b/frontend/appflowy_tauri/src/appflowy_app/components/editor/editor.scss
index 7096955296..0ddc89666d 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/editor.scss
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/editor.scss
@@ -9,8 +9,6 @@
   margin-left: 24px;
 }
 
-
-
 .block-element.block-align-left {
   > div >  .text-element {
     text-align: left;
@@ -50,6 +48,8 @@ span[data-slate-placeholder="true"]:not(.inline-block-content) {
 
 
 
+
+
 [role="textbox"] {
   ::selection {
     @apply bg-content-blue-100;
@@ -58,6 +58,9 @@ span[data-slate-placeholder="true"]:not(.inline-block-content) {
     &::selection {
       @apply bg-transparent;
     }
+    &.selected {
+      @apply bg-content-blue-100;
+    }
     span {
       &::selection {
         @apply bg-content-blue-100;
@@ -67,7 +70,6 @@ span[data-slate-placeholder="true"]:not(.inline-block-content) {
 }
 
 
-
 [data-dark-mode="true"] [role="textbox"]{
   ::selection {
     background-color: #1e79a2;
@@ -77,6 +79,9 @@ span[data-slate-placeholder="true"]:not(.inline-block-content) {
     &::selection {
       @apply bg-transparent;
     }
+    &.selected {
+      background-color: #1e79a2;
+    }
     span {
       &::selection {
         background-color: #1e79a2;
@@ -85,10 +90,9 @@ span[data-slate-placeholder="true"]:not(.inline-block-content) {
   }
 }
 
-
 .text-content, [data-dark-mode="true"] .text-content {
   @apply min-w-[1px];
-  &.empty-content {
+  &.empty-text {
     span {
       &::selection {
         @apply bg-transparent;
@@ -113,7 +117,7 @@ span[data-slate-placeholder="true"]:not(.inline-block-content) {
 
 .has-start-icon > .text-placeholder {
   &:after {
-    @apply left-[30px];
+    @apply left-[29px];
   }
 }
 
@@ -125,7 +129,7 @@ span[data-slate-placeholder="true"]:not(.inline-block-content) {
 
 .bulleted-icon {
   &:after {
-    content: "•";
+    content: attr(data-letter);
   }
 }
 
diff --git a/frontend/appflowy_tauri/src/appflowy_app/components/editor/plugins/shortcuts/withMarkdown.ts b/frontend/appflowy_tauri/src/appflowy_app/components/editor/plugins/shortcuts/withMarkdown.ts
index 1a78bdc8cc..51115986be 100644
--- a/frontend/appflowy_tauri/src/appflowy_app/components/editor/plugins/shortcuts/withMarkdown.ts
+++ b/frontend/appflowy_tauri/src/appflowy_app/components/editor/plugins/shortcuts/withMarkdown.ts
@@ -1,4 +1,4 @@
-import { Range, Element, Editor, NodeEntry } from 'slate';
+import { Range, Element, Editor, NodeEntry, Path } from 'slate';
 import { ReactEditor } from 'slate-react';
 import {
   getRegex,
@@ -29,6 +29,10 @@ export const withMarkdown = (editor: ReactEditor) => {
 
     const match = CustomEditor.getBlock(editor);
     const [node, path] = match as NodeEntry<Element>;
+    const prevPath = Path.previous(path);
+    const prev = editor.node(prevPath) as NodeEntry<Element>;
+    const prevIsNumberedList = prev && prev[0].type === EditorNodeType.NumberedListBlock;
+
     const start = Editor.start(editor, path);
     const beforeRange = { anchor: start, focus: selection.anchor };
     const beforeText = Editor.string(editor, beforeRange);
@@ -59,6 +63,11 @@ export const withMarkdown = (editor: ReactEditor) => {
           return;
         }
 
+        // 3. If the block is number list, and the previous block is also number list
+        if (block.type === EditorNodeType.NumberedListBlock && prevIsNumberedList) {
+          return;
+        }
+
         removeBeforeText(beforeRange);
         CustomEditor.turnToBlock(editor, block);
 
@@ -145,7 +154,9 @@ function whichBlock(shortcut: MarkdownShortcuts, beforeText: string) {
     case MarkdownShortcuts.NumberedList:
       return {
         type: EditorNodeType.NumberedListBlock,
-        data: {},
+        data: {
+          number: Number(beforeText.split('.')[0]) ?? 1,
+        },
       };
     case MarkdownShortcuts.TodoList:
       return {
diff --git a/frontend/appflowy_tauri/src/appflowy_app/utils/list.ts b/frontend/appflowy_tauri/src/appflowy_app/utils/list.ts
new file mode 100644
index 0000000000..6e5d22ccda
--- /dev/null
+++ b/frontend/appflowy_tauri/src/appflowy_app/utils/list.ts
@@ -0,0 +1,45 @@
+const romanMap: [number, string][] = [
+  [1000, 'M'],
+  [900, 'CM'],
+  [500, 'D'],
+  [400, 'CD'],
+  [100, 'C'],
+  [90, 'XC'],
+  [50, 'L'],
+  [40, 'XL'],
+  [10, 'X'],
+  [9, 'IX'],
+  [5, 'V'],
+  [4, 'IV'],
+  [1, 'I'],
+];
+
+export function romanize(num: number): string {
+  let result = '';
+  let nextNum = num;
+
+  for (const [value, symbol] of romanMap) {
+    const count = Math.floor(nextNum / value);
+
+    nextNum -= value * count;
+    result += symbol.repeat(count);
+    if (nextNum === 0) break;
+  }
+
+  return result;
+}
+
+export function letterize(num: number): string {
+  let nextNum = num;
+  let letters = '';
+
+  while (nextNum > 0) {
+    nextNum--;
+    const letter = String.fromCharCode((nextNum % 26) + 'a'.charCodeAt(0));
+
+    letters = letter + letters;
+    nextNum = Math.floor(nextNum / 26);
+  }
+
+  return letters;
+}